Phosphorus oxychloride → 4-Chloro-6-nitroquinazoline

HRID 1875488Notes

Reaction equation

HRID 1875488 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[CH:9][NH:8][C:7]2=O)([O-:3])=[O:2].P(Cl)(Cl)([Cl:17])=O>>[Cl:17][C:7]1[C:6]2[C:11](=[CH:12][CH:13]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[N:10]=[CH:9][N:8]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1353985026-Nitro-3,4-dihydroquinazolin-4-one

Product 1

HCID 113562574-Chloro-6-nitroquinazolineYield 78%

Conditions

Temperature
105 °C

Procedure

In a 100 mL flask equipped with a reflux condenser, 6-nitro-quinazolin-4-one 2.85 g (15 mmol), phosphoryl chloride 25 mL were added. The mixture was stirred at 105° C. for 3 h, and then was dropped into 150 mL of ice water carefully, the squama solid deposited was filtered out, dried, and identified as the title compound. Yield: 78%.

Workup

  1. customIn a 100 mL flask equipped with a reflux condenser
  2. filtrationthe squama solid deposited was filtered out
  3. customdried

Sources & evidence

ORD record
ord-76d72632e053407da66c5090d92bd7cf
Source dataset
uspto-grants-2012_11
Patent number
US08309563B2

Reaction notes

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